Sodium Hydroxide → 3-(Dimethylamino)-1-(2-thienyl)-1-propanol

HRID 1031993

Reaktionsgleichung

Reaktionsgleichung von HRID 1031993
Cl.[CH3:2][N:3]([CH3:13])[CH2:4][CH2:5][C:6]([C:8]1[S:9][CH:10]=[CH:11][CH:12]=1)=[O:7].[OH-].[Na+].[BH4-].[Na+]>CO.O>[CH3:13][N:3]([CH3:2])[CH2:4][CH2:5][CH:6]([C:8]1[S:9][CH:10]=[CH:11][CH:12]=1)[OH:7]

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 28768913-(Dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochlorideHCID 4311764Sodium borohydride

Produkt 1

HCID 115864093-(Dimethylamino)-1-(2-thienyl)-1-propanolAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 3-dimethylamino-1-(2-thienyl)-1-propanone hydrochloride (70.0 g, 0.34 mol) in 840 ml of methanol and 420 ml of water at about 0° C. was added 5N sodium hydroxide until the solution was slightly basic. To the resulting solution was added sodium borohydride (12.9 g., 0.34 mol) in portions. The mixture was allowed to warm to room temperature overnight. The methanol was removed in vacuo and the remaining solution was diluted with water. The solution was extracted with diethyl ether, and the solution was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to provide 56.7 g of colorless crystals. Recrystallization of the crystals from hexanes gave 49.24 g (78%) of the title compound as colorless crystals mp=72° C.-74° C.

Aufarbeitung

  1. customThe methanol was removed in vacuo
  2. additionthe remaining solution was diluted with water
  3. extractionThe solution was extracted with diethyl ether
  4. washthe solution was washed with a saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-523cc4084ed64cca9b3dcca9532e11ad
Quelldatensatz
uspto-grants-1990_09
Patentnummer
US04956388

Verknüpfte Notizen

Wird geladen…